Use of the Allyloxycarbonyl Protective Group in Carbohydrate Chemistry
- 6 December 1986
- journal article
- research article
- Published by Taylor & Francis in Journal of Carbohydrate Chemistry
- Vol. 5 (4) , 541-559
- https://doi.org/10.1080/07328308608062974
Abstract
Selective allyloxycarbonylation of primary hydroxyl groups was achieved by using allyl chloroformate as reagent. The allyl-oxycarbonyl group was removed selectively in the presence of the allyl protective group with the catalysts Pd(POS3)4 or RhCl-(Pφ3)3. Isomerisation of the allyl ether in the presence of the allyloxycarbonyl ester could be accomplished, albeit not completely selective, using [Ir(COD)(PMeφ2)2]PF6- Furthermore, the prop-2-enylidene dioxolane acetal was inert towards Pd(Pφ3)4 or RhCl(Pφ3)3 but was completely removed by PdCl2.This publication has 25 references indexed in Scilit:
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